WO2005102249A1

WO2005102249A1 - Composition comprising a monomer compound exhibiting an optical property, method making use of said composition, a monomer compound, a polymer containing said monomer compound and the use thereof

Info

Publication number: WO2005102249A1
Application number: PCT/FR2005/000458
Authority: WO
Inventors: Timo Luukas
Original assignee: L'oreal
Priority date: 2004-03-23
Filing date: 2005-02-25
Publication date: 2005-11-03
Also published as: EP1729720B1; JP2007530513A; ATE414504T1; EP1729720A1; US20070191562A1

Abstract

The invention relates to a cosmetic or pharmaceutical composition comprising, in a physiologically acceptable medium, at least one type of polymer containing at least one type of novel monomer compound exhibiting optical properties. Said invention also relates to a cosmetic method for making up or treating keratinous materials, in particular a body or face skin, lips, nails, eyebrows, eyelashes and/or hairs, including the application of said cosmetic composition to said materials. Novel monomer compounds exhibiting optical properties, polymers containing said compounds and the use thereof in a composition in order to transfer the optical properties thereto, in particular fluorescent properties are also disclosed.

Description

Composition comprising a monomeric compound with an optical effect, method using said composition, monomeric compound, polymer comprising it and use The present invention relates to new cosmetic or pharmaceutical compositions, in particular for topical application, and in particular new makeup compositions, comprising organic polymers having specific optical, especially fluorescent, properties. The present invention also relates to new monomeric compounds exhibiting optical properties, in particular of fluorescence, as well as to polymers capable of being prepared from these compounds.

Cosmetic compositions, and in particular makeup compositions such as loose or compact powders, foundations, blush or eyeshadows, lipsticks or nail varnishes, generally consist of a suitable vehicle and one or more coloring agents intended to impart a certain color to said compositions before and / or after their application to the skin, mucous membranes, semi-mucous membranes and / or integuments such as the nails, the eyelashes or the hair. To create colors, a fairly limited range of coloring agents is used today, including lacquers, mineral pigments, organic pigments and pearlescent pigments. The pigments and lacquers used in the make-up field are of very diverse origin and chemical nature. Their physicochemical properties, in particular particle size, specific surface, density, etc., are therefore very different. These differences translate into variations in behavior: their ease of implementation, of dispersion in the environment; their stability to light and temperature; their mechanical properties. Mineral pigments, in particular mineral oxides are on the contrary very stable to light and to pH but give rather dull and pale colors. It is therefore necessary to introduce a large amount of it in cosmetic formulations to obtain a sufficiently saturated trait. This high percentage of mineral particles can nevertheless affect the gloss of the composition. Pearlescent pigments mean that varied but not very intense colors can be obtained, which lead to iridescent effects, but most often quite weak. In the field of temporary or fleeting hair coloring, which gives rise to a slight modification of the natural color of the hair which takes from one shampoo to another and which serves to embellish or correct a shade already obtained, we have already proposed coloring with usual pigments to bring a temporary reflection to the hair, but the nuances obtained by this coloring remain quite dull, too uniform and not very playful. In the field of make-up, only organic lacquers have so far made it possible to obtain bright and intense colors. However, most organic lacquers exhibit very poor light fastness, which results in a very clear attenuation of their color over time. They can also be unstable at temperature and or at pH. In addition, some lacquers generate too much bleeding, that is to say that they have the disadvantage to stain the support on which they are applied. Thus, this can have the consequence of staining the eye lenses in the case of eyeliners or mascaras, or of leaving a coloration on the skin or the nails after makeup removal in the case of lipsticks or nail varnishes. Finally, the instability of lacquers is further aggravated when they are combined with photoreactive pigments such as titanium dioxide. However, these pigments are very widely used in makeup, in particular for protection against UV radiation. Consequently, the use of organic lacquers in cosmetics is fairly limited, which results in a limitation of the achievable shades.

Thus there remains the need to have organic polymers with optical properties, capable of being used in cosmetics, making it possible to obtain adequate optical effects of the compositions comprising them and / or of the makeup obtained using these compositions, said polymers moreover having good thermal and photochemical stability, while exhibiting low bleeding.

After much research, the Applicant has demonstrated that the use of a very precise family of polymers, in fact comprising at least one very specific monomer, makes it possible to unexpectedly obtain such a result.

Thus, the subject of the invention is a cosmetic or pharmaceutical composition comprising, in a physiologically acceptable medium, at least one polymer comprising at least one monomeric compound as defined below.

Another subject of the invention is a cosmetic method for making up or caring for keratin materials, in particular the skin of the body or of the face, lips, nails, eyelashes, eyebrows and / or hair, comprising application to said materials of such a cosmetic composition.

The polymers according to the invention can be in solid or liquid form, and confer remarkable optical effects on the compositions which comprise them as well as on the deposited makeup; in particular, they can provide lightening or color effects. These optical effects can advantageously be modulated as a function of the chemical nature and / or of the position of the various substituents present on the optical effect monomer used to form the polymer. In general, when the group X is an oxygen, the resulting monomer will rather be yellow / orange in color; when the group X comprises a nitrogen atom, the resulting monomer will rather be in the red domain.

Among the other advantages which the polymers according to the invention can provide, their good temperature, pH and light stability can be noted. It was also found that the polymers according to the invention exhibited good solubility in fatty substances, solubility which could vary and be adjusted, depending on the nature of the monomers. This good lipid solubility can also facilitate their subsequent implementation, in particular in cosmetic compositions which generally comprise an oily phase.

In addition, the good cosmetic properties of the compositions according to the invention are maintained, when they comprise the polymers according to the invention.

In addition, although similar in chemical structure, the polymers according to the invention can exhibit, depending on the nature of the substituents, a wide variety of optical effects, which can range from yellow to red / purple. This makes it possible to have a range of compounds, belonging to the same chemical family, and therefore formulating in a similar manner, which offer diverse colors or remarkable optical properties; this notably facilitates the work of the formulators by allowing them to keep an architecture common to all of their compositions, whatever the polymers with optical property employed.

Furthermore, it has been found that the monomers according to the invention and the polymers comprising them have good fluorescence properties. It will be recalled that the fluorescent compounds absorb in the ultraviolet and in the visible, and re-emit energy by fluorescence for a wavelength between 380 nm and 830 nm.

In addition, the polymers according to the invention have the advantage of being easily removed.

The composition according to the invention therefore comprises, in a physiologically acceptable medium, in particular a cosmetically or pharmaceutically acceptable medium, at least one polymer capable of being obtained by polymerization, in particular radical) of at least one monomer of formula (I).

Said monomer of formula (I) therefore corresponds to the following formula:

in which : - R2 and R3, present on the same cycle or each on a different cycle, represent, independently of one another, a hydrogen, a halogen, or a group of formula -XGP (II), provided that at least one of the radicals R2 and / or R3 represents a group of formula (II), in which:

- X is chosen from the groups -O-, -S-, -SO-, -S0 ₂ -, -NH- or -NR- with R representing a linear, branched and / or cyclic, saturated and / or unsaturated carbon radical , comprising 1 to 30 carbon atoms, optionally substituted by one or more groups chosen from = 0, OH, NH ₂ , and the halogen atoms; and / or possibly interrupted by one or more heteroatoms chosen from O, N, P, Si and S;

- G is a divalent linear, branched and / or cyclic, saturated and / or unsaturated carbon radical comprising 1 to 32 carbon atoms, optionally substituted by one or more groups chosen from = 0, OH, NH ₂ , and the atoms d halogen; and / or possibly interrupted by one or more heteroatoms chosen from O, N, P, Si and S;

- P is a polymerizable group chosen from one of the following formulas

(Nia) (lllb) (Nie) in which:

- R 'represents H or a hydrocarbon radical, linear or branched, saturated in C1-6,

- X 'represents O, NH or NR "with R" representing a radical chosen from C1-6 alkyl, C6-10 aryl, (C6-10) aryl (C1-6) or C1-6 alkyl radicals ) aryls (C6-10), the alkyl and / or aryl groups possibly also being substituted by one or more groups chosen from OH, halogen, C1-6 alkoxy and C6-10 aryloxy; preferably X 'represents O;

- m is 0 or 1; n is 0 or 1; p is 0, 1 or 2.

- B represents one of the following divalent aromatic groups (IVa) to (IVd):

(IVa) (IVb) (IVc) (IVd) in which:

- R1 is a linear, branched and / or cyclic, saturated and / or unsaturated carbon radical comprising 1 to 32 carbon atoms, optionally substituted by one or more groups chosen from = 0, OH, NH ₂ , and the atoms halogen; and / or possibly interrupted by one or more heteroatoms chosen from O, N, P, Si and S.

- R22 is a hydrogen atom or a linear, branched and / or cyclic, saturated and / or unsaturated carbon radical, comprising 1 to 32 carbon atoms, optionally substituted by one or more groups chosen from = 0, OH, NH ₂ , and halogen atoms; and / or possibly interrupted by one or more heteroatoms chosen from O, N, P, Si and S;

- R20 and R21 are, independently of each other, a hydrogen atom, a linear or branched C1-8 alkyl radical, a cyclopentyl, cyclohexyl, cycloctyl, cyclodecyl, cyclododecyl, benzyl, naphthyl or phenyl.

Note that some of the compounds for which, simultaneously, P is of formula (Nia), X 'is O, m = 1, X is NH and B is of formula (IVc), may be known.

In the present invention, the term "cyclic radical" means a monocyclic or polycyclic radical, which therefore presents itself in the form of one or more cycles, saturated and / or unsaturated, optionally substituted (for example cyclohexyl, cyclodecyl, benzyl or fluorenyl), but also a radical which includes one or more of said rings (for example p-tertbutylcyclohexyl or 4-hydroxybenzyl).

In the present invention, the term “saturated and / or unsaturated radical” is understood to mean fully saturated radicals, totally unsaturated radicals, including aromatic radicals, as well as radicals comprising one or more double and / or triple bonds, the remainder bonds being simple bonds.

Preferably, R2 is a hydrogen atom, and therefore R3 is a group of formula (II). In said group of formula (II), X is preferably chosen from -O-, -NH- and -NR- with R preferably representing a linear, branched and / or cyclic, saturated or unsaturated hydrocarbon radical, optionally comprising a hydrocarbon ring itself saturated or unsaturated, comprising 2 to 18, in particular 3 to 12 carbon atoms, optionally substituted by one or more groups chosen from = 0, OH, NH ₂ , and the halogen atoms; and / or possibly interrupted by one or more heteroatoms chosen from O, N, P, Si and S; In particular, R can be an ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, cyclohexyl, octyl, cyclooctyl, decyl, cyclodecyl, dodecyl, cyclododecyl, phenyl or benzyl radical.

Preferably, X is chosen from -NH- and -NR- with R representing a cyclohexyl.

However, when X is equal to NR, then B is preferably different from the formula (IVa).

The divalent radical G is preferably a linear, branched and / or cyclic, saturated or unsaturated divalent hydrocarbon radical, optionally comprising a hydrocarbon ring itself saturated or unsaturated, comprising in total 2 to 18, in particular 3 to 10 atoms of carbon, optionally substituted by one or more groups chosen from = 0, OH, NH ₂ , and halogen atoms; and / or possibly interrupted by one or more heteroatoms chosen from O, N, P, Si. Preferably G is chosen from divalent linear or branched, saturated hydrocarbon radicals optionally comprising a saturated hydrocarbon ring, comprising in total 2 to 18, especially 3 to 10 carbon atoms.

Thus G can be chosen from ethylene, n-propylene, isopropylene (or methyl-1 ethylene and methyl-2 ethylene), n-butylene, isobutylene, pentylene, especially n-pentylene, hexylene, especially n-hexylene, cyclohexylene, heptylene, radicals. octylene, cyclooctylene, decylene, cyclodecylene, cyclohexyldi methylene in particular of formula -CH ₂ -C ₆ Hιo-CH ₂ -, dodecylene, cyclododecylene.

In the formula (lllb), if n = 0 then preferably, m = 0.

The polymerizable group P is preferably chosen from one of the following formulas:

H R 'H R'

HCOH o in which R 'represents H or methyl. The group B is preferably chosen from those of formula (IVa) in which R1 is preferably a linear, branched and / or cyclic, saturated carbon radical comprising 1 to 32 carbon atoms, in particular 2 to 12, or even 3 to 6 atoms of carbon; in particular R1 can be a methyl, ethyl or propyl radical.

Among the particularly preferred monomeric compounds according to the invention, mention may be made of the compounds corresponding to one of the following formulas, in which R is hydrogen or methyl:

Another object of the present invention is a monomeric compound of formula (I) as defined below:

in which :

- R2 and R3, present on the same cycle or each on a different cycle, represent, independently of one another, a hydrogen, a halogen, or a group of formula -XGP (II), provided that at least one of the radicals R2 and / or R3 represents a group of formula (II), in which: - X is chosen from the groups -O-, -S-, -SO-, -S0 ₂ -, -NH- or -NR- with R representing a linear, branched and / or cyclic, saturated and / or unsaturated carbon radical , comprising 1 to 30 carbon atoms, optionally substituted by one or more groups chosen from = 0, OH, NH ₂ , and the halogen atoms; and / or possibly interrupted by one or more heteroatoms chosen from O, N, P, Si and S;

- G is a divalent linear, branched and / or cyclic, saturated and / or unsaturated carbon radical comprising 1 to 32 carbon atoms, optionally substituted by one or more groups chosen from = 0, OH, NH ₂₎ and the atoms d halogen; and / or possibly interrupted by one or more heteroatoms chosen from O, N, P, Si and S;

- P is a polymerizable group chosen from one of the following formulas:

(llla) (lllb) (lllc) in which:

- m is 0 or 1; n is 0 or 1; p is 0, 1 or 2.

- B represents one of the following divalent aromatic groups (IVa) to (IVd):

(IVa) (IVb) (IVc) (IVd)

wherein :

- R1 is a linear, branched and / or cyclic, saturated and / or unsaturated carbon radical comprising 1 to 32 carbon atoms, optionally substituted by one or more groups chosen from = 0, OH, NH ₂ , and the atoms of halogens; - R22 is a hydrogen atom or a linear, branched and / or cyclic, saturated and / or unsaturated carbon radical, comprising 1 to 32 carbon atoms, optionally substituted by one or more groups chosen from = 0, OH, NH ₂ , and halogen atoms; and / or possibly interrupted by one or more heteroatoms chosen from O, N, P, Si and S;

- R20 and R21 are, independently of each other, a hydrogen atom, a linear or branched C1-8 alkyl radical, a cyclopentyl, cyclohexyl, cycloctyl, cyclodecyl, cyclododecyl, benzyl, naphthyl or phenyl;

excluding compounds for which, simultaneously, P is of formula (IIIa), X 'is O, m = 1, X is NH and B is of formula (IVc).

Another subject of the invention is a polymer comprising at least one such monomeric compound. Another object of the invention is the use of at least one such monomeric compound or of such a polymer comprising it, in a composition, to confer on said composition optical effects, in particular of fluorescence.

The new monomers, and the polymers comprising them, have good optical properties and are capable of being prepared more easily than those of the prior art.

Particularly with a view to industrial exploitation, compounds, monomers and polymers are sought, the reactivity of which is high, which allows a short reaction time (polymerization). We are also looking for monomers and polymers with good optical properties, with a wide color palette, and capable of being used in cosmetics.

It has been found that with the compounds according to the present invention, the polymerization is easier, in particular by the presence of a spacer group (G). In addition, the polymers and monomeric compounds according to the invention find a very particular use for conferring on a composition optical effects, in particular of fluorescence.

Some of these compounds can in particular be prepared according to the state of the art, for example according to the teaching of document EP728745, in particular the compounds for which X is N.

In a schematic way, the general process of synthesis, for the compounds for which X is O or S, can be represented as follows:

It is thus possible to react the adequate naphthalic anhydride with an adequate primary diamine.

Preferably, the diamine is present in slight excess relative to the naphthalic anhydride, in particular at a rate of 1 to 1.5 equivalent, preferably 1.1 equivalent, for 1 equivalent of anhydride.

The reaction can be carried out in a solvent chosen from solvents in which the anhydride is soluble, and in particular toluene, xylene, acetic acid or NMP; the reaction is preferably carried out at reflux of the solvent, for example at a temperature of 50-250 ° C, preferably 80-160 ° C.

Then the isoquinolinone formed can be reacted with a diol, an amino alcohol or a thio alcohol. For example, when R′2 is a halogen (preferably chlorine or bromine), it is possible to carry out an aromatic nucleophilic substitution, for example by using a diol or a thioalcohol, such as 1,3-propane-diol, 1,5-propane-diol or 2-mercaptoethanol, optionally in the form of alkali metal alcoholate (sodium for example). The reaction can be carried out in the absence of solvent, or in the presence of an aprotic dipolar solvent such as dichloromethane, THF (tetrahydrofuran), in particular at a temperature of 20-150 ° C.

The sulfur derivatives can be oxidized under mild conditions so as to lead to the corresponding sulfoxide. By modifying the oxidation conditions, it is also possible to prepare the corresponding sulfone. These sulfides, sulfoxides and sulfones can then be transformed to obtain the desired methacrylates or acrylates. The alcoholic derivatives, for their part, can be reacted with a (meth) acryloyl halide, in particular a chloride, so as to form the corresponding (meth) acrylate.

This reaction can be carried out in the presence of a base such as triethanolamine, in a solvent such as tetrahydrofuran or dichloromethane, in particular at a temperature of -30 ° C to 100 ° C, preferably 0 to 80 ° C .

These monomeric compounds can be used as the first monomer to prepare copolymers comprising them.

In particular, the monomeric compounds with an optical effect according to the invention can be used to prepare homopolymers or copolymers comprising only monomeric compounds with an optical effect of formula (I), alone or as a mixture, or alternatively of formula (I) in admixture with others, in particular in admixture with those of formula A and / or B as defined below, these various compounds then being able, for example, to be present each in an amount of 0.5 to 99.5% by weight, in particular 5 to 95% by weight, or even 10 to 90% by weight, even better each at a rate of 30 to 70% by weight, relative to the total weight of the polymer. This can in particular make it possible to prepare polymers having a wide palette of optical effect (color in particular, optical brightener or other).

Among the monomeric compounds with an optical effect capable of being copolymerized with the monomeric compounds of formula (I), and optionally with one or more of the additional comonomers as defined below, mention may be made of the compounds of formula (A) and / or of formula (B) below:

(A) (B) in which

- Ra1 represents a linear, branched and / or cyclic, saturated and / or unsaturated carbon radical comprising 1 to 32 carbon atoms; optionally substituted by one or more groups chosen from = 0, OH, NH ₂ , and halogen atoms; and / or possibly interrupted by one or more heteroatoms chosen from O, N, P, Si and S; - Rb1 is chosen from (i) a hydrogen atom, (ii) a halogen, (iii) a linear, branched and / or cyclic, saturated and / or unsaturated carbon radical, comprising 1 to 12 carbon atoms, optionally substituted by one or more groups chosen from = 0, OH, NH ₂ and / or optionally interrupted by one or more heteroatoms chosen from O, N, P, Si and S; (iv) a group NRR 'with R and R' being, independently of one another, a hydrogen atom or a hydrocarbon radical, linear, cyclic or branched, saturated with C1-6, in particular methyl, ethyl, propyl , isopropyl, n-butyl, iso-butyl, tert-butyl, pentyl or hexyl;

- Ra2 and Ra3, present on the same cycle or each on a different cycle, represent, independently of one another, a hydrogen, a halogen, or a group of formula -Xa-Ga-Pa (II), under provided that at least one of the radicals Ra2 and / or Ra3 represents a group of formula (II), in which:

- Xa is chosen from the groups -O-, -S-, -SO-, -S0 ₂ -, -NH- or -NR4- with R4 representing a linear, branched and / or cyclic, saturated and / or unsaturated carbon radical , comprising 1 to 30 carbon atoms, optionally substituted by one or more groups chosen from = 0, OH, NH ₂ , and the halogen atoms; and / or possibly interrupted by one or more heteroatoms chosen from O, N, P, Si and S;

- Ga is a divalent linear, branched and / or cyclic, saturated and / or unsaturated carbon radical comprising 1 to 32 carbon atoms, optionally substituted by one or more groups chosen from = 0, OH, NH ₂ , and the atoms d halogen; and / or possibly interrupted by one or more heteroatoms chosen from O, N, P, Si and S;

Pa is a polymerizable group chosen from one of the following formulas

("la) (lllb) (nie) in which:

- R 'represents H or a hydrocarbon radical, linear or branched, saturated in C1-6, - X' represents O, NH or NR "with R" representing a radical chosen from alkyl radicals in C1-6, aryls in C6- 10, aryl (C6-10) alkyls (C1-6) or alkyl (C1-6) aryls (C6-10), the alkyl and / or aryl groups can also be sub- constituted by one or more groups chosen from OH, halogen, C1- alkoxy

6 and C6-10 aryloxy; and

- m is 0 or 1; n is 0 or 1; p is 0, 1 or 2.

The copolymers according to the invention can be random, alternate or grafted, or block, for example diblock or triblock, comprising said monomeric compounds with optical effect according to the invention and additional comonomers. The monomeric compounds according to the invention can form all or part of a block, or block, or even of several blocks or blocks. It is thus possible to prepare block copolymers of the AB, ABA, BAB, ABC type where A is a block comprising the monomeric compound or compounds according to the invention, optionally in admixture with additional comonomers, B and C being separate blocks, comprising additional comonomers, alone or as a mixture, and identical or different from the comonomers present in sequence A. The copolymers comprising the monomeric compounds according to the invention can also be of the gradient type.

In these copolymers, the monomeric compounds with an optical effect may be present in an amount of 0.01 to 70% by weight relative to the weight of the final polymer, in particular in an amount of 0.1% to 50% by weight, in particular from 0.5 to 30% by weight, or even from 1 to 20% by weight, even better from 2 to 10% by weight, the additional comonomers, alone or in mixture, representing the complement to 100% by weight.

The copolymers according to the invention may comprise, in addition to the monomeric compound or compounds with an optical effect, at least one additional comonomer which is hydrophilic, or a mixture of such comonomers.

These hydrophilic comonomers can be present in an amount of 1 to 99.99% by weight, especially 2-70% by weight, even better 5-50% by weight, or even 10-30% by weight, relative to the total weight of the copolymer .

In the present description, the term “hydrophilic monomer” will denote either the monomers whose homopolymers are soluble or dispersible in water, or whose ionic form is. A homopolymer is said to be water-soluble if it forms a clear solution when it is in solution at 5% by weight in water, at 25 ° C.

A homopolymer is said to be water-dispersible if, at 5% by weight in water, at 25 ° C, it forms a stable suspension of fine particles, generally spherical. The average size of the particles constituting said dispersion is less than 1 μm and, more generally, varies between 5 and 400 nm, preferably from 10 to 250 nm. These particle sizes are measured by light scattering. A monomer will be called 'hydrophobic' if it is not hydrophilic. Preferably, the hydrophilic additional comonomer (s) has a Tg greater than or equal to 20 ° C., in particular greater than or equal to 50 ° C., but may optionally have a Tg less than or equal to 20 ° C.

The copolymers according to the invention can comprise at least one additional hydrophobic comonomer, or a mixture of such comonomers. These additional hydrophobic comonomers can be present in an amount of 1 to 99.99% by weight, in particular 30-98% by weight, even better 50-95% by weight, or even 70-90% by weight, relative to the total weight of the copolymer. Preferably, the hydrophobic comonomer has a Tg greater than or equal to 20 ° C., in particular greater than or equal to 30 ° C., but can optionally have a Tg less than or equal to 20 ° C.

In the present invention, the Tg (or glass transition temperature) is measured according to standard ASTM D3418-97, by differential enthalpy analysis (DSC "Differential Scanning Calorimetry") on a calorimeter, over a temperature range between -100 ° C and + 150 ° C at a heating rate of 10 ° C / min in 150 μl aluminum crucibles.

In general, as additional comonomer capable of being copolymerized with at least one monomeric compound of formula (I), there may be mentioned, alone or as a mixture, the following monomers:

- (i) ethylenic hydrocarbons having 2 to 10 carbons, such as ethylene, isoprene, or butadiene;

(ii) the (meth) acrylates of formula: CH,

H ₂ C = C COOR ' ₃

CH ₂ = CHCOOR's or in which R ' ₃ represents: - a linear or branched alkyl group, from 1 to 18 carbon atoms, in which there are (are) optionally intercalated one or more heteroatoms chosen from O, N, S and P; said alkyl group possibly also being optionally substituted by one or more substituents chosen from hydroxyl groups, halogen atoms (Cl, Br, I and F), and Si groups (R4R5), where R4 and R5 are identical or different, represent an alkyl group -C ₆ or phenyl; in particular R'3 may be a methyl, ethyl, propyl, n-butyl, isobutyl, tert-butyl, hexyl, ethylhexyl, octyl, lauryl, isooctyl, isodecyl, dodecyl, cyo-clohexyl, t-butylcyclohexyl or stearyl group; ethyl-2-perfluorohexyl; or hydroxyalkyl group having _{1 to} ₄ such as 2-hydroxyethyl, 2-hydroxybutyl and 2-hydroxypropyl; or alkoxy (C ₁ -4) alkyl (C _{_1-4)} such as methoxyethyl, ethoxyethyl and methoxypropyl, a C ₃ to C ₁₂ cycloalkyl group, such as the isobornyl group,

a C ₃ to C ₂ o aryl group such as the phenyl group,

a C ₄ to C ₃₀ aralkyl group (C ₁ to C 5 alkyl group) such as 2-phenylethyl, t-butylbenzyl or benzyl, a heterocyclic group of 4 to 12 members containing one or more heteroatoms chosen from O, N, and S, the cycle being aromatic or not,

a heterocycloalkyl group (alkyl of 1 to 4 C), such as furfurylmethyl or tetrahydrofurfurylmethyl, said cycloalkyl, aryl, aralkyl, heterocyclic or heterocycloalkyl groups which may be optionally substituted by one or more substituents chosen from hydroxyl groups, atoms of 'halogen, and C1-4 alkyl groups, linear or branched in which there is (are) optionally intercalated (s) one or more heteroatoms chosen from O, N, S and P, said alkyl groups being able, in addition, to be optionally substituted by one or more substituents chosen from hydroxyl groups, halogen atoms (Cl, Br, I and F), and Si groups (R ₄ R ₅ ), where R ₄ and R _{5, which are} identical or different, represent a C1-C6 alkyl group, or phenyl group,

- R _'3 may also be a group - (C ₂ H ₄ θ) _m -R ", with m = 5 to 150 and R" = H or alkyl of Ci to C _30, for example -POE-methyl or -POE -béhényle;

- (iii) (meth) acrylamides of formula:

R8 R6 /

H ₉ C = C CO-N \ R7 in which Rs denotes H or methyl; and R and R _& identical or different represent:

- a hydrogen atom; or

- a linear or branched alkyl group, from 1 to 18 carbon atoms, in which there are optionally intercalated one or more heteroatoms chosen from O, N, S and P; said alkyl group possibly also being optionally substituted by one or more substituents chosen from hydroxyl groups, halogen atoms (Cl, Br, I and F), and Si groups (R ₄ R ₅ ), where R ₄ and R _{5, which are} identical or different, represent a C1 to C6 alkyl group or a phenyl group; in particular R6 and / or R7 may be a methyl, ethyl, propyl, n-butyl, isobutyl, tert-butyl, hexyl, ethylhexyl, octyl, lauryl, isooctyl, isodecyl, do-decyl, cyclohexyl, t-butylcyclohexyl or stearyl group; ethyl-2-perfluorohexyl; or a hydroxyalkyl group C- _{_1-4} such as 2-hydroxyethyl, 2-hydroxybutyl and 2-hydroxypropyl; or a (C ₁ - ₄ ) alkoxy (C ₁ - ₄ ) group such as methoxyethyl, ethoxyethyl and methoxypropyl,

a C ₃ to C ₁₂ cycloalkyl group, such as the isobornyl group, a C ₃ to C ₂₀ aryl group such as the phenyl group, - an aralkyl group C ₄ C3 ₀ (alkyl C ₁ to Cs) such as 2-phenyl-ethyl, t-butylbenzyl or benzyl,

- a 4 to 12-membered heterocyclic group containing one or more heteroatoms chosen from O, N and S, the ring being aromatic or not, - a heterocycloalkyl group (alkyl of 1 to 4 C), such as furfurylmethyl or tetrahydrofurfurylmethyl , said cycloalkyl, aryl, aralkyl, heterocyclic or heterocycloalkyl groups which may be optionally substituted by one or more substituents chosen from hydroxyl groups, halogen atoms, and C1-C4 alkyl groups, linear or branched in which is ( nt) optionally intercalated ^) one or more heteroatoms chosen from O, N, S and P, said alkyl groups being able, in addition, to be optionally substituted by one or more substituents chosen from hydroxyl groups, halogen atoms (Cl, Br, I and F), and the groups Si (R ₄ R ₅ ), where R ₄ and R _{5, which are} identical or different, represent a C 1 to C ₆ alkyl group, or a phenyl group.

Examples of (meth) acrylamide monomers are (meth) acrylamide, N-ethyl (meth) acrylamide, N-butylacrylamide, Nt-butylacrylamide, N-isopropylacrylamide, N, N-dimethyl (meth) acrylamide, the

N, N-dibutylacrylamide, N-octylacrylamide, N-dodecylacrylamide, undecylacrylamide, and N (2-hydroxypropylmethacrylamide).

- (iv) vinyl compounds of formulas:

wherein Rg is a hydroxyl group, halogen (Cl or F), NH _2, OR ₁₄ where R ₁₄ represents a phenyl group or an alkyl group at C ₁₂ (the monomer is a vinyl or allylic ether); acetamide (NHCOCH ₃ ); an OCOR ₁₅ group where R ₁₅ represents an alkyl group of 2 to 12 carbons, linear or branched (the monomer is a vinyl or allyl ester); or a group chosen from:

- a linear or branched alkyl group, from 1 to 18 carbon atoms, in which there are optionally intercalated one or more heteroatoms chosen from O, N, S and P; said alkyl group possibly also being optionally substituted by one or more substituents chosen from hydroxyl groups, halogen atoms (Cl, Br, I and F), and Si groups (R ₄ R ₅ ), where R ₄ and R _{5, which are} identical or different, represent a C1 to C6 alkyl group or a phenyl group; a C ₃ to C ₁₂ cycloalkyl group such as isobornyl, cyclohexane,

a C3 to C20 aryl group such as phenyl,

- a C ₄ to C ₃₀ aralkyl group (C 1 to C ₈ alkyl group) such as 2-phenylethyl; benzyl,

a 4 to 12-membered heterocyclic group containing one or more heteroatoms chosen from O, N and S, the ring being aromatic or not,

a heterocycloalkyl group (alkyl of 1 to 4 C), such as furfurylmethyl or tetrahydrofurfurylmethyl, said cycloalkyl, aryl, aralkyl, heterocyclic or heterocycloalkyl groups which may be optionally substituted by one or more substituents chosen from hydroxyl groups, halogen atoms, and linear or branched alkyl groups of 1 to 4 C in which is found (nt ) optionally intercalated one or more heteroatoms chosen from O, N, S and P, said alkyl groups being able, in addition, to be optionally substituted by one or more substituents chosen from hydroxyl groups halogen atoms (Cl, Br , I and F) and the groups Si (Rs) where R ₄ and R _{5, which are} identical or different, represent a C 1 to C 6 alkyl group or a phenyl group. Examples of vinyl monomers are vinylcyclohexane, and styrene. Examples of vinyl esters are vinyl acetate, vinyl propionate, vinyl butyrate, vinyl ethylhexanoate, vinyl neononanoate and vinyl neododecanoate. Among the vinyl ethers, mention may be made of vinyl methyl ether, vinyl ethyl ether and vinyl isobutyl ether.

- (v) (meth) acrylic, (meth) acrylamide or vinyl monomers containing a fluorinated or perfluorinated group, such as ethyl-perfluorooctyl or ethyl-2-perfluorohexyl (meth) acrylate;

(vi) silicone (meth) acrylic, (meth) acrylamide or vinyl monomers, such as methacryloxypropyltris (trimethylsiloxy) silane or Pacryloxypropylpoly-dimethylsiloxane.

- (vii) the ethylenically unsaturated monomers comprising at least one carboxylic, phosphoric or sulfonic acid or anhydride function, such as for example acrylic acid, methacrylic acid, crotonic acid, maleic anhydride, itaconic acid, fumaric acid, maleic acid, acrylamide-dopropanesulfonic acid, vinyl benzoic acid, vinyl phosphoric acid and the salts thereof,

- (viii) ethylenically unsaturated monomers comprising at least one tertiary amine function such as 2-vinylpyridine, 4-vinylpyridine, dimethylaminoethyl methacrylate, diethylaminoethyl methacrylate, dimethylaminopropyl methacrylamide and the salts thereof.

The salts can be formed by neutralization of the anionic groups using a mineral base, such as LiOH, NaOH, KOH, Ca (OH) ₂ , NH ₄ OH or Zn (OH) ₂ ; or by an organic base such as a primary, secondary or tertiary alkylamine, in particular triethylamine or butylamine. This primary, secondary or tertiary alkylamine can comprise one or more nitrogen and / or oxygen atoms and can therefore comprise, for example, one or more alcohol functions; mention may especially be made of amino-2-methyl-2-propanol, triethanolamine and dimer thylamino-2-propanol. Mention may also be made of lysine or 3- (dimethylamino) -propylamine.

Mention may also be made of the salts of mineral acids, such as sulfuric acid, hydrochloric acid, hydrobromic acid, hydroiodic acid, phosphoric acid, boric acid. Mention may also be made of the salts of organic acids, which may contain one or more carboxylic, sulphonic or phosphonic acid groups. They can be linear, branched or cyclic aliphatic acids or even aromatic acids. These acids may also contain one or more heteroatoms chosen from O and N, for example in the form of hydroxyl groups. Mention may in particular be made of propionic acid, acetic acid, terephthalic acid, citric acid and tartaric acid.

It is obviously possible to use several of the additional comonomers mentioned above.

The additional comonomer (s) may be present in an amount from 30% to 99.99% by weight relative to the weight of the final polymer, in particular in an amount from 50% to 99.9% by weight, in particular from 70% to 99.5% by weight, even from 80 to 99% by weight, even better from 90 to 98% by weight.

The additional comonomers are chosen more particularly from, alone or as a mixture, C1-C18 alkyl (meth) acrylates or C3-C12 cycloalkyl, and in particular from methyl acrylate, methyl methacrylate, isobornyl acrylate, isobornyl methacrylate, isobutyl acrylate, isobutyl methacrylate, ethyl-2-hexyl acrylate, ethyl-2-hexyl methacrylate, dodecyl acrylate , dodecyl methacrylate, stearyl acrylate, stearyl methacrylate, trifluoroethyl acrylate, trifluoroethyl methacrylate. Mention may also be made of acrylic acid, methacrylic acid, methacryloxypropyltris (trimethylsiloxy) silane, racryloxypropyltris (trimethylsiloxy) silane, acryloxypropylpolydimethylsiloxane and methacryloxypropylpolydimethylsiloxane.

Said polymers can be prepared according to methods known to those skilled in the art, in particular by radical polymerization; controlled radical polymerization, for example with xanthans, dithiocarbamates or dithioesters; by polymerization using nitroxide type precursors; by radical atom transfer polymerization (ATRP); by group transfer polymerization. In a conventional manner, the polymerization can be carried out in the presence of a polymerization initiator, which can be a radical initiator, and in particular which can be chosen from organic peroxide compounds such as dilauroyl peroxide, dibenzoyl peroxide, ter -butyl peroxy-2-ethylhexanoate; or among the diazotized compounds such as azobisisobutyronitrile or azobisdimethyl- valeronitrile. The reaction can also be initiated using photoinitiators or by UV-type radiation, by neutrons or by plasma.

The monomeric compounds with an optical effect, as well as preferably the homo- or co-polymers comprising them, preferably have an absorption wavelength between 200 and 550 nm, in particular between 220 and 520 nm, or even between 240 and 500 nm.

They preferably have an emission wavelength between 350 and 750 nm, in particular between 390 and 700 nm, or even between 420 and 670 nm.

The weight average molecular mass (Mw) of the copolymers according to the invention is preferably between 5000 and 600,000 g / mol, in particular between 10,000 and 300,000 g / mol, and even better between 20,000 and 150,000 g / mol. The weight average molecular weights (Mw) and number (Mn) are determined by liquid gel permeation chromatography (GPC), eluent THF, calibration curve established with linear polystyrene standards, refractometric and UV detector.

The polymers according to the invention, whether they are homopolymers or copolymers, can be present, alone or as a mixture, in the compositions according to the invention in an amount of 0.01 to 60% by weight, preferably 0.1 to 50% by weight, in particular 1 to 25% by weight, or even 3 to 15% by weight, and even better 5 to 12% by weight, relative to the total weight of the composition.

They may be present in the composition in dissolved form, for example in water, in an oil or in an organic solvent, or else in the form of an aqueous or organic dispersion.

Advantageously, the polymers according to the invention are soluble or dispersible in at least one of the phases of the composition which comprises them.

The cosmetic or pharmaceutical compositions according to the invention comprise, in addition to said polymers, a physiologically acceptable medium, in particular cosmetically, dermatologically or pharmaceutically acceptable, that is to say a medium compatible with keratin materials such as the skin of the face or body, hair, eyelashes, eyebrows and nails.

The composition can thus comprise, a hydrophilic medium comprising water or a mixture of water and organic solvent (s) hydrophilic (s) such as alcohols and in particular linear or branched lower monoalcohols having from 2 to 5 carbon atoms such as ethanol, isopropanol or n-propanol, and polyols such as glycerin, diglycerin, propylene glycol, sorbitol, pentylene glycol, and polyethylene glycols, or even C ethers ₂ and hydrophilic C ₂ -C ₄ aldehydes. The water or the mixture of water and hydrophilic organic solvents may be present in the composition according to the invention in a content ranging from 0.1% to 99% by weight, relative to the total weight of the composition, and preferably 10% to 80% by weight. The composition can also be anhydrous.

The composition can also comprise a fatty phase which can comprise fatty substances liquid at ambient temperature (25 ° C. in general) and / or fatty substances solid at ambient temperature such as waxes, pasty fatty substances, gums and their mixtures. These fatty substances can be of animal, vegetable, mineral or synthetic origin. This fatty phase can, in addition, contain lipophilic organic solvents.

As fatty substances liquid at room temperature, often called oils, which can be used in the invention, mention may be made of: hydrocarbon oils of animal origin such as perhydrosqualene; vegetable hydrocarbon oils such as liquid triglycerides of fatty acids with 4 to 10 carbon atoms such as heptanoic or octanoic acid triglycerides, or even sunflower, corn, soybean, grape seed, sesame oils, apricot, macadamia, castor, avocado, caprylic / capric acid triglycerides, jojoba oil, shea butter; linear or branched hydrocarbons, of mineral or synthetic origin such as paraffin oils and their derivatives, petroleum jelly, polydeneces, hydrogenated polyisobutene such as parlameam; synthetic esters and ethers, in particular of fatty acids such as, for example, Purcellin oil, isopropyl myristate, ethyl-2-hexyl palmitate, octyl-2-dodecyl stearate, erucate octyl-2-dodecyl, isostearyl isostearate; hydroxylated esters such as isostearyl lactate, octylhydroxystearate, octyldodecyl hydroxystearate, diisostearylmalate, triisocetyl citrate, heptanoates, octanoates, decanoates of fatty alcohols; polyol esters such as propylene glycol dioctanoate, neopentyl glycol diheptanoate, diethylene glycol diisononanoate; and pentaerythritol esters; fatty alcohols having from 12 to 26 carbon atoms such as octyldodecanol, 2-butyloctanol, 2-hexyldecanol, 2-undecylpentadecanol, oleic alcohol; partially hydrocarbon and / or silicone fluorinated oils; silicone oils such as polymethylsiloxanes (PDMS), volatile or not, linear or cyclic, liquid or pasty at room temperature such as cyclomethicones, dimethicones, optionally comprising a phenyl group, such as phenyl trimethicones, phenyltrimethylsiloxydiphenyl siloxanes , diphenylmethyldimethyl-trisiloxanes, diphenyl dimethicones, phenyl dimethicones, polymethylphenyl siloxanes; their mixtures. These oils can be present in a content ranging from 0.01 to 90%, and better still from 0.1 to 85% by weight, relative to the total weight of the composition. The composition according to the invention can also comprise one or more organic solvents, physiologically acceptable.

These solvents can generally be present in a content ranging from 0.1 to 90%, preferably from 0.5 to 85%, more preferably from 10 to 80% by weight, relative to the total weight of the composition, and better still from 30 to 50%.

Mention may in particular be made, in addition to the hydrophilic organic solvents mentioned above, ketones which are liquid at room temperature such as methyl ethyl ketone, methyl isobutyl ketone, diisobutyl ketone, isophorone, cyclohexanone, acetone; propylene glycol ethers which are liquid at room temperature such as propylene glycol mono-methyl ether, propylene glycol monomethyl ether acetate, dipropylene glycol mono n-butyl ether; short chain esters (having 3 to 8 carbon atoms in total) such as ethyl acetate, methyl acetate, propyl acetate, n-butyl acetate, acetate d isopentyl; ethers liquid at 25 ° C such as diethyl ether, dimethyl ether or dichlorodiethyl ether; alkanes liquid at 25 ° C such as decane, heptane, dodecane, isododecane, cyclohexane; aromatic cyclic compounds liquid at 25 ° C such as toluene and xylene; aldehydes liquid at 25 ° C such as benzaldehyde, acetaldehyde and their mixtures.

By wax within the meaning of the present invention is meant a lipophilic compound, solid at room temperature (25 ° C.), with reversible solid / liquid state change, having a melting point greater than or equal to 25 ° C. up to 'at 120 ° C. By bringing the wax to the liquid state (melting), it is possible to make it miscible with the oils possibly present and to form a homogeneous mixture microscopically, but by bringing the temperature of the mixture to room temperature, a recrystallization is obtained. wax in the oils of the mixture. The melting point of the wax can be measured using a differential scanning calorimeter (D.S.C.), for example the calorimeter sold under the name DSC 30 by the company METLER. The waxes can be hydrocarbon, fluorinated and / or silicone and be of vegetable, mineral, animal and / or synthetic origin. In particular, the waxes have a melting point greater than 30 ° C and better still greater than 45 ° C. As wax which can be used in the composition of the invention, mention may be made of beeswax, Carnauba or Candellila wax, paraffin, microcrystalline waxes, ceresin or ozokerite; synthetic waxes such as polyethylene or Fischer Tropsch waxes, silicone waxes such as alkyl or alkoxy-dimethicone having from 16 to 45 carbon atoms.

The gums are generally high molecular weight polydimethylsiloxanes (PDMS) or cellulose gums or polysaccharides and the pasty bodies are generally hydrocarbon compounds such as lanolines and their derivatives or PDMS.

The nature and quantity of the solid bodies are a function of the mechanical properties and of the desired textures. As an indication, the composition may contain from 0.1 to 50% by weight of waxes, relative to the total weight of the composition and better still from 1 to 30% by weight.

The composition according to the invention can also comprise, in a particular phase, pigments and / or nacres and / or fillers usually used in cosmetic compositions.

The composition can also comprise other coloring materials chosen from water-soluble dyes and / or liposoluble dyes well known to those skilled in the art. The term “pigments” should be understood to mean particles of any shape, white or colored, mineral or organic, insoluble in the physiological medium, intended to color the composition.

By fillers, it is necessary to understand colorless or white, mineral or synthetic particles, lamellar or non-lamellar, intended to give body or rigidity to the composition, and / or softness, mattness and uniformity. makeup.

By nacres, it is necessary to understand particles of any iridescent shape, in particular produced by certain molluscs in their shell or else synthesized. The pigments can be present in the composition in an amount of 0.01 to 25% by weight of the final composition, and preferably in an amount of 3 to 10% by weight. They can be white or colored, mineral or organic. Mention may be made of titanium, zirconium or cerium oxides, as well as zinc, iron or chromium oxides, ferric blue, chromium hydrate, carbon black, ultramarines (aluminosilicate polysulphides) , manganese pyrophosphate and certain metallic powders such as those of silver or aluminum. Mention may also be made of the D&C pigments and the lacquers commonly used to give the lips and the skin a makeup effect, which are calcium, barium, aluminum, strontium or zirconium salts. The nacres can be present in the composition in an amount of 0.01 to 20% by weight, preferably at a rate of the order of 3 to 10% by weight. Among the possible nacres, mention may be made of natural mother-of-pearl, mica coated with titanium oxide, iron oxide, natural pigment or bismuth oxychloride as well as colored titanium mica. Among the dyes, liposoluble or water-soluble, which may be present in the composition, alone or as a mixture, at a rate of 0.001 to 15% by weight, preferably 0.01 to 5% by weight and in particular from 0.1 to 2% by weight, relative to the total weight of the composition, mention may be made of the disodium salt of culvert, the sodium salt of alizarin green, quinoline yellow, the trisodium salt of amaranth, the disodium salt of tartrazine, monosodium salt of rhodamine, disodium salt of fuchsin, xanthophyll, methylene blue, cochineal carmine, halo-acid, azo, anthraquinone dyes, copper or iron sulfate, Sudan brown, Sudan red and annatto, as well as beet juice and carotene. The composition according to the invention may also further comprise one or more fillers, in particular in a content ranging from 0.01% to 50% by weight, relative to the total weight of the composition, preferably ranging from 0.02% at 30% by weight. The fillers can be mineral or organic in any form, platelet, spherical or oblong. Mention may be made of talc, mica, silica, kaolin, polyamide (Nylon®), poly-β-alanine and polyethylene powders, powders of tetrafluoroethylene (Teflon®) polymers, lauroyl-lysine, starch, boron nitride, polymeric hollow microspheres such as those of polyvinylidene chloride / acrylonitrile such as Expancel® (Nobel Industry), of acrylic acid copolymers (Polytrap® of the company Dow Corning) and microbeads silicone resin (Tospearls® from Toshiba, for example), elastomeric polyorganosiloxane particles, precipitated calcium carbonate, carbonate and magnesium hydrocarbon, hydroxyapatite, hollow silica microspheres (Silica Beads® from Maprecos ), glass or ceramic microcapsules, metallic soaps derived from organic carboxylic acids having from 8 to 22 carbon atoms, preferably from 12 to 18 carbon atoms, for example zinc stearate, ma gnesium or lithium, zinc laurate, magnesium myristate.

The composition may further comprise an additional polymer such as a film-forming polymer. According to the present invention, the term "film-forming polymer" means a polymer capable of forming on its own or in the presence of an auxiliary film-forming agent, a continuous and adherent film on a support, in particular on keratin materials. Among the film-forming polymers capable of being used in the composition of the present invention, mention may be made of synthetic polymers, of radical type or of polycondensate type, polymers of natural origin and their mixtures, in particular acrylic polymers, polyurethanes , polyesters, polyamides, polyureas, cellulosic polymers such as nitrocellulose.

The composition according to the invention may also include ingredients commonly used in cosmetics, such as vitamins, thickeners, gelling agents, trace elements, softeners, sequestrants, perfumes, alkalizing or acidifying agents, preservatives, sunscreens, surfactants, antioxidants, hair loss agents, dandruff agents, propellants, ceramides, or mixtures thereof. Of course, those skilled in the art will take care to choose this or these optional additional compounds, and / or their quantity, in such a way that the advantageous properties of the composition according to the invention are not, or not substantially, affected by the planned addition.

The composition according to the invention may be in the form of a suspension, a dispersion in particular of oil in water by means of vesicles; a oily solution possibly thickened or even gelled; an oil-in-water, water-in-oil, or multiple emulsion; a gel or foam; an oily or emulsified gel; a dispersion of vesicles, in particular lipid vesicles; a biphasic or multiphase lotion; a spray; loose, compact or poured powder; an anhydrous paste. This composition may have the appearance of a lotion, a cream, an ointment, a flexible paste, an ointment, a cast or molded solid and in particular in stick or in a cup, or alternatively of compacted solid.

Those skilled in the art can choose the appropriate dosage form, as well as its preparation method, on the basis of his general knowledge, taking into account on the one hand the nature of the constituents used, in particular their solubility in the support. , and on the other hand of the application envisaged for the composition.

The cosmetic composition according to the invention may be in the form of a product for caring for and / or making up the skin of the body or of the face, lips, nails, eyelashes, eyebrows and / or hair, a sun or self-tanning product, a hair product for the care, treatment, shaping, makeup or coloring of the hair.

It can thus be in the form of a makeup composition, in particular a product for the complexion such as a foundation, a blusher or an eyeshadow; a lip product such as lipstick or lip care; a concealer; a blush, a mascara, an eyeliner; an eyebrow makeup product, a lip or eye pencil; a nail product such as nail polish or nail care; a body makeup product; a hair makeup product (mascara or hair spray). It can also be in the form of a composition for protecting or caring for the skin of the face, neck, hands or body, in particular an anti-wrinkle composition, a hydrating or treating composition; an anti-sun or artificial tanning composition.

It can also be in the form of a hair product, in particular for coloring, maintaining the hairstyle, shaping the hair, caring for, treating or cleaning the hair, such as shampoos, gels, styling lotions, brushing lotions, fixing and styling compositions such as lacquers or spray.

The subject of the invention is also a cosmetic method for making up or caring for keratin materials, in particular the skin of the body or of the face, lips, nails, eyelashes, eyebrows and / or hair, comprising the application on said materials of a cosmetic composition as defined above.

The invention is illustrated in more detail in the following examples. Wavelength measurement method (emission and absorption) The wavelength measurement is carried out using a Varian Cary Eclipse fluorimeter.

Unless otherwise indicated, this measurement is carried out as follows: 20 mg of product are placed in a 50 ml cylinder. In order to dissolve the product, said cylinder is made up to 50 ml, using an appropriate solvent, for example dichloromethane (DCM), chloroform or dimethyl sulfoxide (DMSO). The resulting solution is mixed and 250 microliters are taken from it, which is placed in a 50 ml cylinder, then made up again with the solvent to 50 ml.

The whole is mixed and a sample of the solution is taken which is placed in a closed tank, quartz and 10 mm thick, which is then placed in the measurement chamber.

Example 1

1 / first step

In a 1 liter three-necked flask, under an inert atmosphere (nitrogen), there are 179.9 g (0.77 mol) of 4-chloro-1, 8-naphthalic anhydride, then 1 liter of 2- (2 - ethoxyethoxy) -ethanol. The mixture is heated to 100 ° C and it becomes clear orange. With stirring, 100 g (0.78 mol) of 3,4-diaminotoluene previously dissolved in 300 ml of 2- (2-ethoxyethoxy) ~ ethanol are introduced dropwise. The ampoule is rinsed with 200 ml of this solvent. The reaction solution is heated at 150 ° C for 18 hours. The resulting reaction mixture is then allowed to cool to room temperature. The precipitate is filtered on a frit, then washed with ethanol. It is recovered and dried under vacuum. 211.3 g of orange crystals are obtained (yield 72.6%).

Characterization

¹ H-NMR (CDCIs, 400MHz) δ: 8.74 - 8.72 (1H), 8.61-8.42 (3H), 7.83 - 7.56 (3H),

7.24 - 7.22 (1H), 2.54 - 2.51 (3H).

2 / second step

13.6 g (42.7 mmol) of p-tolyl-4-chloroisoquinolinone are placed in a three-necked flask equipped with a Dimroth condenser and placed under an inert argon atmosphere, and 100.0 g (0 , 85 mol) of 6-aminohexane-1-ol. Mixing and heating to 180 ° C to obtain a homogeneous mixture; allowed to react for 16 hours then allowed to cool to room temperature and a red precipitate is formed. The said precipitate is filtered and washed with ethanol. 17.0 g of sought product is obtained.

Characterization

¹ H-NMR (DMSO, 400MHz) δ: 8.82-8.20 (4H), 7.96-7.49 (3H), 7.28-7.15 (1 H), 6.82-6.80 (1H), 4.37 (1 H), 3.41-3.39 ( 2H), 2.49-2.45 (5H), 1.72-1.69 (2H), 1.48-1.36 (6H).

3 / Third step

5.0 g (12.5 mmol) of p-tolyl-4- (hexan-6-ol) -isoquinolinone are placed in a three-necked flask equipped with a Dimroth condenser and placed under an inert argon atmosphere. 150 ml of dry dichloromethane are added and the mixture is mixed until a homogeneous solution is obtained. 7.0 ml (50 mmol) of triethanolamine are then added and then 4.1 ml (50 mmol) of acryloyl chloride, with stirring at 0 ° C. The temperature is allowed to rise to 25 ° C. The progress of the reaction is monitored by TLC and when it is found that everything has reacted, 50 ml of water are added. The reaction solution is then washed with brine + sodium bicarbonate (brine), then more water, and dried over sodium sulfate. The solvents are evaporated off under reduced pressure and 4.1g (yield 73.5%) of a red powder is obtained. Characterization

¹ H-NMR (DMSO, 500MHz) δ: 8.70 - 8.68 (1H), 8.63 - 8.60 (1 H), 8.44 - 8.42 (1 H), 8.33 - 8.29 (1 H), 7.90 - 7.88 (1 H), 7.73 - 7.61 (2H), 7.27 - 7.23 (1H), 6.82 - 6.81 (1 H), 6.32 - 6.29 (1 H), 6.18 - 6.12 (1 H), 5.92 - 5.89 (1 H), 4.13 - 4.11 ( 2H), 3.41 - 3.37 (2H), 1.74 - 1.62 (4H), 1.47 - 1.40 (4H).

λmaxabsorption: 377 nm λmaxemission: 556 nm (red)

Example 2

1 / first step

8.0 g (25.1 mmol) of p-tolyl-4-chloro-isoquinolinone and 8.7 g of trans-aminocyclohexanol (75.3 mmol, 3eq) are placed in a microwave reactor. 30 ml of NMP are added. The reactor is placed in the microwave tank with a glass stirring blade. The mixture is heated with stirring to 130 ° C in 5 minutes and then kept at 130 ° C for 4 hours. The solid medium gradually becomes liquid and passes from a yellow green pasty solution to a burgundy red liquid solution. TLC is carried out (CH ₂ CI ₂ : MeOH, 9: 1) to observe the end of the reaction. The reaction solution is then poured into 600 ml of a sodium hydrogen carbonate solution; the product precipitates immediately; washed three times with 600 ml of water, then dried under vacuum and 9.07 g of bright burgundy red powder are obtained (yield 90.9%).

Characterization

¹ H-NMR (DMSO, 400MHz) δ: 8.89 - 8.65 (2H), 8.50 - 8.42 (1 H), 8.34 - 8.23 (1 H), 7.76 - 7.18 (4H), 6.94 - 6.91 (1 H), 4.65 (1 H), 3.66 - 3.63 (1 H), 3.52 - 3.47 (1 H), 2.51 - 2.47 (3H), 2.09 - 2.02 (2 H), 1.94 -1.92 (2H), 1.55 - 1.37 (4H).

2 / second step

In an 1 liter three-necked flask, under an inert atmosphere (argon), 10.0 g (25 mmol) of p-tolyl-4- (cyclohexylamino-4-hydroxy) -isoquinolinone are available, then 350 ml of dichloromethane are added. Mix until a homogeneous solution is obtained. 3.31 g (33 mmol) of triethanolamine are then introduced. With stirring (500 rpm) at 5 ° C, 3.0 g (33 mmol) of acryloyl chloride in 50 ml of dichloromethane are added dropwise, then the reaction solution is heated to 40 ° C. The reaction is followed by TLC until the starting product disappears. After 3 hours of reaction, the organic phase is washed with water and sodium bicarbonate, and again with water. The organic phase is dried over sodium sulfate, and the solvents are evaporated. The crude product is obtained which is purified on silica. 5.1 g of the sought product are recovered (yield 45.2%).

Characterization ¹ H-NMR (DMSO, 400MHz) δ: 8.89-8.65 (2H), 8.50-8.42 (1 H), 8.34-8.23 (1H), 7.76- 7.18 (4H), 6.94-6.91 (1 H), 6.37 -6.32 (1H), 6.23-6.16 (1H), 5.96-5.94 (1H), 4.79- 4.76 (1H), 3.75-3.74 (1H), 2.49-2.45 (3H), 2.11-2.05 (4H) , 1.68-1.58 (4H).

λmaxabsorption: 472 nm λmaxemission: 587 nm

Example 3

A homopolymer according to the invention is prepared from the monomer of Example 1.

1.0 g (2.2 mmol) of monomer prepared in Example 1 is dissolved in 15 ml of anhydrous THF, at 60 ° C., in the presence of 180 μl of polymerization initiator (Trigonox 21 S). The mixture is heated to 90 ° C. with stirring, then stirring is continued for 20 hours. The viscosity of the solution increases; the medium is diluted by adding 20 ml of THF, then precipitated dropwise in 500 ml of acetone cooled to 0 ° C. The polymer obtained is dried in an oven (50 ° C) under reduced pressure.

0.56 g of homopolymer is obtained (yield: 56%). λm _aX absorption: 578 nm λmaxemission: 620 nm

Example 4

A homopolymer according to the invention is prepared from the monomer of Example 2.

1.0 g (2.2 mmol) of monomer prepared in Example 2 are dissolved in 15 ml of anhydrous THF, at 60 ° C., in the presence of 180 μl of polymerization initiator (Trigonxx 21 S). The mixture is heated to 90 ° C. with stirring, then stirring is continued for 18 hours. The viscosity of the solution increases; the medium is diluted by adding 20 ml of THF, then precipitated dropwise in 500 ml of acetone cooled to 0 ° C. The polymer obtained is dried in an oven (50 ° C) under reduced pressure.

0.54 g of homopolymer is obtained (yield: 54%). λ _max absorption: 472 nm λ _max emission: 587 nm

Example 5 A random copolymer according to the invention is prepared.

4 g of the monomer prepared in Example 1 are dissolved in 20 g of DMSO and then isobornyl acrylate (33 g), isobornyl methacrylate (33 g), isobutyl acrylate ( 30 g), for instance isododecane (80 g) and 1 g of initiator 2,5-bis (2-ethylhexanoylperoxy) -2,5-dimethylhexane (Trigonox ^® 141, Akzo Nobel). We heats up to 120 ° C and the mixture is kept at this temperature for 4 hours. The mixture is then allowed to cool to room temperature, and, after replacing the DMSO with isododecane, a 50% solution of polymer dry matter in isododecane is obtained.

This polymer has an average mass by weight of 43,600 and a polydispersity index Ip of 6.8.

Example 6

4.0 g (10.01 mmol) of dimethylbenzoisoquinolinoneaminopentanol are placed in a three-necked flask equipped with a Dimroth condenser and placed under an inert argon atmosphere. 200 ml of dry dichloromethane (DCM) are added and the mixture is mixed until a homogeneous solution is obtained. Then added 3 g (30 mmol) of triethanolamine and then 1.9 g (18.0 mmol) of methacryloyl chloride diluted in 15 ml of DCM, with stirring at 45 ° C. The progress of the reaction is monitored by TLC. When it is found that everything has reacted (about 24 hours), the reaction solution is washed with brine + sodium bicarbonate (brine), then more water, and dried over sodium sulfate. sodium. The solvents are evaporated off under reduced pressure and 1.64 g (35% yield) of an orange-red powder are obtained.

Characterization ¹ H-NMR (CDCI ₃ , 400MHz) δ: 8.63 - 8.60 (1 H), 8.40-8.25 (2H), 7.82 - 7.79 (1 H), 7.58 - 7.47 (2H), 6.53 - 6.50 (1H), 6.11 (1H), 5.57-5.56 (1H), 5.23 - 5.20 (1H), 4.21- 4.17 (2H), 3.20 - 3.15 (2H), 2.44-2.37 (6H), 1.95 (3H), 1.76-1.66 (4H), 1.53 - 1.45 (2H).

Example 7

A homopolymer according to the invention is prepared from the monomer of Example 6.

0.5 g (1.07 mmol) of the monomer prepared in Example 6 is dissolved in 25 ml of anhydrous THF, at 90 ° C., in the presence of 0.05 g of polymerization initiator (Trigononx 141S) . The mixture is heated to 90 ° C. with stirring, then maintained for 30 hours. The polymer is precipitated dropwise in 500 ml of acetone cooled to -10 ° C. The polymer obtained is dried in an oven (60 ° C) under reduced pressure. 0.13 g of homopolymer is obtained, in the form of an orange-colored powder.

Example 8 A random copolymer according to the invention is prepared.

6 g of the monomer prepared in Example 1 are dissolved in 60 ml of THF, at 60 ° C., then 14 g of ethyl 2-hexyl acrylate and 10 ml of isododecane are added. The mixture is heated to 80 ° C., with stirring for 30 minutes, then 0.4 g of initiator (Trigonox 21 S) diluted in 10 ml of THF and 5 ml of isododecane is added. The mixture is heated to 90 ° C. and the mixture is kept at this temperature for 24 hours. The mixture is then allowed to cool to ambient temperature, and, after replacing the THF with isododecane, a 50% solution of polymer dry matter in isododecane is obtained.

Example 9

An anhydrous foundation is prepared comprising (% by weight):

- polyethylene wax 12%

- 25% volatile silicone oils

- phenyltrimethicone 20%

- Polymethylmethacrylate 12% microspheres

- Polymer of Example 5 6% MA

- Isododecane qs 100%

(MA: active ingredient)

Preparation: The waxes are melted then, when everything is clear, the phenyl trimethicone is added with stirring, and the silicone oils; the microspheres, isododecane and the polymer are then added. Homogenize for 15 minutes then pouring the resulting composition which is allowed to cool. An anhydrous foundation is obtained.

Example 10 A random copolymer comprising a monomer according to the invention is prepared.

20 g of isododecane, then 27 g of methyl methacrylate, 17 g of methyl acrylate and 5 g of acrylic acid are introduced into a reactor, under argon, equipped with a condenser and stirring. The mixture is mixed and a mixture of 1 g of monomer from Example 2 in 20.0 g of toluene is added.

0.5 g of Trigonox 21 S (t-butyl peroxy-2-ethylhexanoate) is added, then the reaction mixture is heated to 90 ° C; stirring and heating are continued for 6 hours and then cooled to room temperature. The resulting polymer is purified by precipitation. A statistical polymer is obtained comprising (% by weight): 54% of methyl methacrylate, 34% of methyl acrylate, 10% of acrylic acid and 2% of monomer according to the invention.

Example 11 A nail varnish is prepared comprising:

- 5% by weight of polymer according to Example 7

- qs 100% organic solvents.

Claims

1. Cosmetic or pharmaceutical composition comprising, in a physiologically acceptable medium, at least one polymer comprising at least one monomeric compound of formula (I):

in which :

- R2 and R3, present on the same cycle or each on a different cycle, represent, independently of one another, a hydrogen, a halogen, or a group of formula -XGP (II), provided that at least one of the radicals R2 and / or R3 represents a group of formula (II), in which:

- G is a linear, branched and / or cyclic, saturated and / or unsaturated divalent carbon radical comprising 1 to 32 carbon atoms, optionally substituted by one or more groups chosen from = 0, OH, NH ₂ , and the halogen atoms; and / or possibly interrupted by one or more heteroatoms chosen from O, N, P, Si and S; - P is a polymerizable group chosen from one of the following formulas:

(Nia) (lllb) (lllc) in which: - R 'represents H or a hydrocarbon radical, linear or branched, saturated in C1-6,

- m is 0 or 1; n is 0 or 1; p is 0, 1 or 2.

- B represents one of the following divalent aromatic groups (IVa) to (IVd):

(IVa) (IVb) (IVc) (IVd) in which: - R1 is a linear, branched and / or cyclic, saturated and / or unsaturated carbon radical, comprising 1 to 32 carbon atoms, optionally substituted by one or more groups selected from = 0, OH, NH ₂ , and halogen atoms; and / or optionally interrupted by one or more heteroatoms chosen from O, N, P, Si and S. - R22 is a hydrogen atom or a linear, branched and / or cyclic, saturated and / or unsaturated carbon radical, comprising 1 with 32 carbon atoms, optionally substituted by one or more groups chosen from = 0, OH, NH2, and the halogen atoms; and / or possibly interrupted by one or more heteroatoms chosen from O, N, P, Si and S; - R20 and R21 are, independently of each other, a hydrogen atom, a linear or branched C1-8 alkyl radical, a cyclopentyl, cyclohexyl, cycloctyl, cyclodecyl, cyclododecyl, benzyl, naphthyl or phenyl.

2. Composition according to one of the preceding claims, in which, in the monomeric compound, the radical R2 is a hydrogen atom and R3 a group of formula (II).

3. Composition according to one of the preceding claims, in which, in the monomeric compound, in the group of formula (II), X is chosen from -O-, -NH- and -NR- with R preferably representing a hydrocarbon radical linear, branched and / or cyclic, saturated or unsaturated, optionally comprising a hydrocarbon ring itself saturated or unsaturated, comprising 2 to 18, in particular 3 to 12 carbon atoms, optionally substituted by one or more groups chosen from = 0, OH, NH ₂ , and the halogen atoms; and / or possibly interrupted by one or more heteroatoms chosen from O, N, P, Si and S.

4. Composition according to one of the preceding claims, in which, in the monomeric compound, X is chosen from -NH- and -NR- with R representing a cyclohexyl.

5. Composition according to one of the preceding claims, in which, in the monomeric compound, the divalent radical G is a linear, branched and / or cyclic, saturated or unsaturated divalent hydrocarbon radical, optionally comprising a hydrocarbon ring itself saturated or unsaturated, comprising in total 2 to 18, in particular 3 to 10 carbon atoms, optionally substituted by one or more groups chosen from = 0, OH, NH _2l and the halogen atoms; and / or possibly interrupted by one or more heteroatoms chosen from O, N, P, Si.

6. Composition according to one of the preceding claims, in which, in the monomeric compound, G is chosen from saturated linear or branched divalent hydrocarbon radicals optionally comprising a saturated hydrocarbon ring, comprising in total 2 to 18, in particular 3 to 10 carbon atoms.

7. Composition according to one of the preceding claims, in which, in the monomeric compound, the polymerizable group P is chosen from one of the following formulas:

H R 'H R'

HCO _H o in which R 'represents H or methyl.

8. Composition according to one of the preceding claims, in which, in the monomeric compound, the group B is chosen from those of formula (IVa) in which R1 is preferably a linear, branched and / or cyclic, saturated, carbon radical comprising 1 to 32 carbon atoms, in particular 2 to 12, or even 3 to 6 carbon atoms; in particular R1 can be a methyl, ethyl or propyl radical.

9. Composition according to one of the preceding claims, in which the monomeric compound corresponds to one of the following formulas in which R is hydrogen or methyl:

10. Composition according to one of the preceding claims, in which the polymer is a homopolymer of a monomeric compound as defined in one of claims 1 to 9.

11. Composition according to one of claims 1 to 9, in which the polymer is a copolymer comprising only monomeric compounds as defined in one of claims 1 to 9.

12. Composition according to one of claims 1 to 9, in which the polymer is a copolymer comprising at least one monomeric compound as defined in one of claims 1 to 9, and at least one additional comonomer.

13. Composition according to one of claims 11 to 12, in which the polymer is a random, alternating, grafted, block or gradient copolymer.

14. Composition according to one of claims 11 to 12, in which the monomeric compound is present in an amount of 0.01 to 70% by weight relative to the weight of said polymer, in particular in an amount of 0.1% to 50% by weight, in particular from 0.5 to 30% by weight, or even from 1 to 20% by weight, even better from 2 to 10% by weight, additional comonomers, alone or in mixture, representing the complement to 100% by weight.

15. Polymer according to one of claims 12 to 14, characterized in that it comprises at least one additional comonomer with optical effect chosen from the compounds of formula (A) and / or of formula (B) below:

(A) (B) in which

- Ra1 represents a linear, branched and / or cyclic, saturated and / or unsaturated carbon radical comprising 1 to 32 carbon atoms; optionally substituted by one or more groups chosen from = 0, OH, NH ₂ , and halogen atoms; and / or possibly interrupted by one or more heteroatoms chosen from O, N, P, Si and S;

- Rb1 is chosen from (i) a hydrogen atom, (ii) a halogen, (iii) a linear, branched and / or cyclic, saturated and / or unsaturated carbon radical, comprising 1 to 12 carbon atoms, optionally substituted by one or more groups chosen from = 0, OH, NH ₂ and / or optionally interrupted by one or more heteroatoms chosen from O, N, P, Si and S; (iv) a group NRR 'with R and R' being, independently of one another, a hydrogen atom or a hydro-carbon radical, linear, cyclic or branched, saturated with C1-6, in particular methyl, ethyl , propyl, isopropyl, n-butyl, iso-butyl, tert-butyl, pentyl or hexyl;

- Xa is chosen from the groups -O-, -S-, -SO-, -S0 ₂ -, -NH- or -NR4- with R4 representing a linear, branched and / or cyclic, saturated and / or carbon radical unsaturated, comprising 1 to 30 carbon atoms, optionally substituted by one or more groups chosen from = 0, OH, NH ₂ , and the halogen atoms; and / or possibly interrupted by one or more heteroatoms chosen from O, N, P, Si and S;

- Pa is a polymerizable group chosen from one of the following formulas:

(Nia) (lllb) (lllc) in which:

- X 'represents O, NH or NR "with R" representing a radical chosen from C1-6 alkyl, C6-10 aryl, (C6-10) aryl (C1-6) or C1-6 alkyl radicals ) aryls (C6-10), the alkyl and / or aryl groups possibly also being substituted by one or more groups chosen from OH, halogen, C1-6 alkoxy and C6-10 aryloxy; and

- m is 0 or 1; n is 0 or 1; p is 0, 1 or 2.

16. Composition according to one of claims 12 to 15, in which the polymer comprises at least one additional comonomer chosen from, alone or as a mixture, the following monomers:

- (ii) (meth) acrylates of formula: CH ₃

CH ₂ = CHCOOR ' ₃ or ^{H2C = C C00R, 3} in which R' ₃ represents: - a linear or branched alkyl group, from 1 to 18 carbon atoms, in which is (are) optionally intercalated one or more several heteroatoms chosen from O, N, S and P; said alkyl group possibly also being optionally substituted by one or more substituents chosen from hydroxyl groups, halogen atoms (Cl, Br, I and F), and Si groups (R4R ₅ ), where R4 and R5 identical or different represent a C1-C6 alkyl group or a phenyl group; in particular R'3 can be a methyl, ethyl, propyl, n-butyl, isobutyl, tert-butyl, hexyl, ethylhexyl, octyl, lauryl, isooctyl, isodecyl, dodecyl, cyclohexyl, t-butylcyclohexyl or stearyl group; ethyl-2-perfluorohexyl; or hydroxyalkyl group having _{1 to} ₄ such as 2-hydroxyethyl, 2-hydroxybutyl and 2-hydroxypropyl; or a (C ₁ - ₄ ) alkoxy (C ₁ - ₄ ) group such as methoxyethyl, ethoxyethyl and methoxypropyl,

a C ₃ to C ₁₂ cycloalkyl group, such as the isobornyl group,

a C ₃ to C ₂₀ aryl group such as the phenyl group,

a C ₄ to C ₃₀ aralkyl group (C ₁ to C 6 alkyl group) such as 2-phenylethyl, t-butylbenzyl or benzyl, a heterocyclic group of 4 to 12 members containing one or more heteroatoms chosen from O, N, and S, the cycle being aromatic or not,

a heterocycloalkyl group (alkyl of 1 to 4 C), such as furfurylmethyl or tetrahydrofurfurylmethyl, said cycloalkyl, aryl, aralkyl, heterocyclic or heterocycloalkyl groups which may be optionally substituted by one or more substituents chosen from hydroxyl groups, atoms of 'halogen, and C1-4 alkyl groups, linear or branched in which there is (are) optionally intercalated (s) one or more heteroatoms chosen from O, N, S and P, said alkyl groups being able, in addition, to be optionally substituted by one or more substituents chosen from hydroxyl groups, halogen atoms (Cl, Br, I and F), and Si groups (R4R5), where R ₄ and R _{5, which are} identical or different, represent an alkyl group in C to C _& , or a phenyl group,

- R ' ₃ can also be a group - (C ₂ H 0) _m -R ", with m = 5 to 150 and R" = H or C to C ₃₀ alkyl, for example -POE-methyl or -POE- behenyl;

- (iii) (meth) acrylamides of formula:

R6 /

H = C CO-N ² \ R7 in which Rs denotes H or methyl; and R ₇ and Rβ, which are identical or different, represent:

- a hydrogen atom; or

- a linear or branched alkyl group, from 1 to 18 carbon atoms, in which there are optionally intercalated one or more heteroatoms chosen from O, N, S and P; said alkyl group possibly also being optionally substituted with one or more substituents chosen from hydroxyl groups, halogen atoms (Cl, Br, I and F), and Si groups (R4R5), where R4 and R5, which are identical or different, represent a C1 to Ce alkyl group or a phenyl group; in particular R6 and / or R7 may be a methyl, ethyl, propyl, n-butyl, isobutyl, tert-butyl, hexyl, ethylhexyl, octyl, lauryl, isooctyl, isodecyl, do-decyl, cyclohexyl, t-butylcyclohexyl or stearyl group; ethyl-2-perfluorohexyl; or hydroxyalkyl group having _{1 to} ₄ such as 2-hydroxyethyl, 2-hydroxybutyl and 2-hydroxypropyl; or an alkoxy group (C1- ₄₎ alkyl (C _1. ₄₎ such as methoxyethyl, ethoxyethyl and methoxypropyl,

a C3 to Cι ₂ cycloalkyl group, such as the isobornyl group, a C3 to C ₂ o aryl group such as the phenyl group,

a C ₄ to C ₃₀ aralkyl group (C ₁ to C 5 alkyl group) such as 2-phenylethyl, t-butylbenzyl or benzyl,

- a 4 to 12-membered heterocyclic group containing one or more heteroatoms chosen from O, N and S, the ring being aromatic or not, - a heterocycloalkyl group (alkyl of 1 to 4 C), such as furfurylmethyl or tetrahydrofurfurylmethyl , said cycloalkyl, aryl, aralkyl, heterocyclic or heterocycloalkyl groups which may be optionally substituted by one or more substituents chosen from hydroxyl groups, halogen atoms, and C1-C4 alkyl groups, linear or branched in which ( nt) optionally intercalated ^) one or more heteroatoms chosen from O, N, S and P, said alkyl groups being able, in addition, to be optionally substituted by one or more substituents chosen from hydroxyl groups, halogen atoms (CI, Br, I and F), and the groups Si (R ₄ R5), where R ₄ and R _{5, which are} identical or different, represent a C 1 to C 6 alkyl group or a phenyl group.

- (Iv) the vinyl compounds of formulas: CH ₂ = CH-R ₉ , CH ₂ = CH-CH ₂ -R ₉ or CH ₂ = C (CH ₃ ) -CH ₂ -R ₉ in which Rg is a hydroxyl group , halogen (Cl or F), NH _2, oR ₁₀ where R ₀ represents a phenyl group or an alkyl group at C ₁₂ (the monomer is a vinyl or allylic ether); acetamide (NHCOCH3); an OCORn group where Ru represents an alkyl group of 2 to 12 carbons, linear or branched (the monomer is a vinyl or allyl ester); or a group chosen from:

- a linear or branched alkyl group, from 1 to 18 carbon atoms, in which there are optionally intercalated one or more heteroatoms chosen from O, N, S and P; said alkyl group possibly also being optionally substituted by one or more substituents chosen from hydroxyl groups, halogen atoms (Cl, Br, I and F), and Si groups (R ₄ R ₅ ), where R ₄ and R _{5, which are} identical or different, represent a C1 to C6 alkyl group or a phenyl group; a C3 to C 2 cycloalkyl group such as isobornyl, cyclohexane,

a C3 to C ₂ o aryl group such as phenyl,

- a C ₄ to C 30 aralkyl group (C ₁ to C ₆ alkyl group) such as 2-phenylethyl; benzyl, a heterocyclic group of 4 to 12 members containing one or more heteroatoms chosen from O, N and S, the ring being aromatic or not,

a heterocycloalkyl group (alkyl of 1 to 4 C), such as furfurylmethyl or tetrahydrofurfurylmethyl, said cycloalkyl, aryl, aralkyl, heterocyclic or heterocycloalkyl groups which may be optionally substituted by one or more substituents chosen from hydroxyl groups, atoms of 'halogen, and alkyl groups of 1 to 4 C linear or branched in which is (are) optionally intercalated (s) one or more heteroatoms chosen from O, N, S and P, said alkyl groups being able, in addition, to be optionally substituted by one or more substituents chosen from hydroxyl groups, halogen atoms (Cl, Br, I and F) and Si (Rs) groups where R ₄ and R _{5, which are} identical or different, represent a C 1 to C 6 alkyl group , or a phenyl group.

- (vi) (meth) acrylic, (meth) acrylamides or silicone vinyl monomers, such as methacryloxypropyltris (trimethylsiloxy) silane or acryloxypropylpoly-dimethylsiloxane.

- (vii) ethylenically unsaturated monomers comprising at least one carboxylic, phosphoric or sulfonic acid or anhydride function, such as for example acrylic acid, methacrylic acid, crotonic acid, maleic anhydride, itaconic acid, fumaric acid, maleic acid, acrylamide-dopropanesulfonic acid, vinyl benzoic acid, vinyl phosphoric acid and the salts thereof,

- (viii) ethylenically unsaturated monomers comprising at least one tertiary amine function such as 2-vinylpyridine, 4-vinylpyridine, dimethylaminoethyl methacrylate, diethylaminoethyl methacrylate, dimethylaminopropyl methacrylamide and salts thereof.

17. Composition according to one of claims 12 to 16, in which the additional comonomer (s) are present in an amount of 30% to 99.99% by weight relative to the weight of the final polymer, in particular in an amount of 50% to 99.9% by weight, in particular from 70% to 99.5% by weight, or even from 80 to 99% by weight, even better from 90 to 98% by weight.

18. Composition according to one of claims 12 to 17, in which the additional comonomers are chosen from, alone or as a mixture, C1-C18 alkyl (meth) acrylates or C3-C12 cycloalkyls, and in particular from acrylate methyl, methyl methacrylate, isobornyl acrylate, isobornyl methacrylate, isobutyl acrylate, isobutyl methacrylate, ethyl-2- hexyl acrylate, ethyl methacrylate 2-hexyl, dodecyl acrylate, dodecyl methacrylate, stearyl acrylate, stearyl methacrylate, trifluoroethyl acrylate, trifluoroethyl methacrylate; or alternatively acrylic acid, methacrylic acid, methacryloxypropyltris (trimethylsiloxy) silane, acryloxypropyltris (trimethylsiloxy) silane, acryloxypropylpolydimethylsiloxane and methacryloxypropylpolydimethylsiloxane.

19. Composition according to one of the preceding claims, in which the polymer has a weight-average molecular mass (Mw) of between 5000 and 600,000 g / mol, in particular between 10,000 and 300,000 g / mol, and even better between 20,000 and 150,000 g / mol.

20. Composition according to one of the preceding claims, in which the polymer is present, alone or as a mixture, in an amount of 0.01 to 60% by weight, preferably 0.1 to 50% by weight, in particular 1 to 25% by weight, even 3 to 15% by weight, and even better 5 to 12% by weight, relative to the total weight of the composition.

21. Composition according to one of the preceding claims, in which the physiologically acceptable medium comprises a hydrophilic medium comprising water or a water / water / organic solvent (s) mixture (s) hydrophilic (s) and / or comprises a fatty phase .

22. Composition according to one of the preceding claims, in which the fatty phase comprises waxes, pasty fatty substances, gums, lipophilic organic solvents, oils, and / or their mixtures.

23. Composition according to one of the preceding claims, further comprising a particulate phase which may comprise pigments and / or nacres and / or fillers.

24. Composition according to one of the preceding claims, comprising dyestuffs chosen from water-soluble dyes and / or liposoluble dyes.

25. Composition according to one of the preceding claims, comprising at least one additional polymer such as a film-forming polymer.

26. Composition according to one of the preceding claims, comprising at least one ingredient chosen from vitamins, thickeners, gelling agents, trace elements, softeners, sequestrants, perfumes, alkaline agents. nisants or acidifiers, preservatives, sunscreens, surfactants, antioxidants, anti-hair loss agents, anti-dandruff agents, propellants, ceramides, or mixtures thereof.

27. Composition according to one of the preceding claims, being in the form of a suspension, a dispersion in particular of oil in water thanks to vesicles; an oily solution possibly thickened or even gelled; an oil-in-water, water-in-oil, or multiple emulsion; a gel or foam; an oily or emulsified gel; a dispersion of vesicles, in particular lipid vesicles; a biphasic or multiphase lotion; a spray; loose, compact or poured powder; an anhydrous paste; a lotion, a cream, an ointment, a flexible paste, an ointment, a cast or molded solid and in particular in stick or in a cup, or else of compacted solid.

28. Composition according to one of the preceding claims, which is in the form of a product for caring for and / or making up the skin of the body or of the face, lips, nails, eyelashes, eyebrows and / or hair, a sun or self-tanning product, a hair product for the care, treatment, shaping, makeup or coloring of hair.

29. Composition according to one of the preceding claims, which is in the form of a makeup composition, in particular a product for the complexion such as a foundation, a blusher or an eyeshadow; a lip product such as lipstick or lip care; a concealer; a blush, a mascara, an eyeliner; an eyebrow makeup product, a lip or eye pencil; a nail product such as nail polish or nail care; a body makeup product; a hair makeup product (mascara or hair spray); a composition for protecting or caring for the skin of the face, the neck, the hands or the body, in particular an anti-wrinkle composition, a moisturizing or treating composition; an anti-sun or artificial tanning composition; a hair product, in particular for coloring, maintaining the hairstyle, shaping the hair, caring for, treating or cleaning the hair, such as shampoos, gels, styling lotions, brushing lotions, fixing and styling compositions such as lacquers or spray.

30. Cosmetic process for making up or caring for keratin materials, in particular the skin of the body or of the face, lips, nails, eyelashes, eyebrows and / or hair, comprising the application to said materials of a cosmetic composition as defined in one of claims 1 to 29.

31. Monomeric compound of formula (I):

in which :

- R2 and R3, present on the same cycle or each on a different cycle, represent, independently of one another, hydrogen, halogen, or a group of formula -XGP (11), provided that at least one of the radicals R2 and / or R3 represents a group of formula (II), in which:

- X is chosen from the groups -O-, -S-, -SO-, -S0 ₂ -, -NH- or -NR- with R representing a linear, branched and / or cyclic, saturated and / or unsaturated carbon radical , comprising 1 to 30 carbon atoms, optionally substituted by one or more groups chosen from = 0, OH, NH ₂₎ and the halogen atoms; and / or possibly interrupted by one or more heteroatoms chosen from O, N, P, Si and S;

- P is a polymerizable group chosen from one of the following formulas:

("la) (lllb) (lllc)

in which

- X 'represents O, NH or NR "with R" representing a radical chosen from C1-6 alkyl, C6-10 aryl, (C6-10) aryl (C1-6) or C1-6 alkyl radicals ) aryls (C6-10), the alkyl and / or aryl groups which may furthermore be sub- constituted by one or more groups chosen from OH, halogen, C1-6 alkoxy and C6-10 aryloxy; preferably X 'represents O;

- m is 0 or 1; n is 0 or 1; p is 0, 1 or 2.

- B represents one of the following divalent aromatic groups (IVa) to (IVd):

(IVa) (IVb) (IVc) (IVd)

in which: - R1 is a linear, branched and / or cyclic, saturated and / or unsaturated carbon radical comprising 1 to 32 carbon atoms, optionally substituted by one or more groups chosen from = 0, OH, NH ₂ , and the halogen atoms;

excluding the compounds for which, simultaneously, P is of formula (Nia), X 'is O, m = 1, X is NH and B is of formula (IVc).

32. A monomeric compound according to claim 31, in which R2 is a hydrogen atom, and therefore R3 is a group of formula (II).

33. Monomeric compound according to one of claims 31 to 32, in which, in said group of formula (II), X is chosen from -O-, -NH- and -NR- with R preferably representing a linear hydrocarbon radical, branched and / or cyclic, saturated or unsaturated, optionally comprising a hydrocarbon ring itself saturated or unsaturated, comprising 2 to 18, in particular 3 to 12 carbon atoms, optionally substituted by one or more groups chosen from = 0, OH, NH ₂ , and the halogen atoms; and / or possibly interrupted by one or more heteroatoms chosen from O, N, P, Si and S.

34. A monomeric compound according to claim 33, in which the radical R is an ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, cyclohexyl, octyl, cyclooctyl, decyl, cyclodecyl, dodecyl radical. , cyclododecyl, phenyl or benzyl.

35. Monomeric compound according to one of claims 31 to 34, in which X is chosen from -NH- and -NR- with R representing a cyclohexyl.

36. Monomeric compound according to one of claims 31 to 35, in which the divalent radical G is a linear, branched and / or cyclic, saturated or unsaturated divalent hydrocarbon radical, optionally comprising a hydrocarbon ring itself saturated or unsaturated, comprising in total 2 to 18, in particular 3 to 10 carbon atoms, optionally substituted by one or more groups chosen from = 0, OH, NH ₂ , and the halogen atoms; and / or possibly interrupted by one or more heteroatoms chosen from O, N, P, Si.

37. Monomeric compound according to one of claims 31 to 36, in which G is chosen from saturated linear or branched divalent hydrocarbon radicals optionally comprising a saturated hydrocarbon ring, comprising in total 2 to 18, in particular 3 to 10 atoms of carbon

38. Monomeric compound according to one of claims 31 to 37, in which G is chosen from the radicals ethylene, n-propylene, isopropylene (or methyl-1 ethylene and methyl-2 ethylene), n-butylene, isobutylene, pentylene in particular n-pentylene, hexylene in particular n-hexylene, cyclohexylene, heptylene, octylene, cyclooctylene, decylene, cyclodecylene, cyclohexyldimethylene in particular of formula -CH2-C-6H ₁ 0-CH ₂ -, dodecylene, cyclododecylene.

39. Monomeric compound according to one of claims 31 to 38, in which the polymerizable group P is chosen from one of the following formulas:

HR 'HR ¹

H _{7 /} C - O - _H o in which R 'represents H or methyl.

40. Monomeric compound according to one of claims 31 to 39, in which the group B is chosen from those of formula (IVa) in which R1 is preferably a linear, branched and / or cyclic, saturated carbon radical comprising 1 to 32 carbon atoms, in particular 2 to 12, or even 3 to 6 carbon atoms; in particular R1 can be a methyl, ethyl or propyl radical.

41. Monomeric compound according to one of claims 31 to 40, corresponding to one of the following formulas, in which R is hydrogen or methyl:

42. Polymer comprising at least one monomeric compound as defined in one of claims 31 to 41.

43. Polymer according to claim 42, characterized in that it is a homopolymer of a monomeric compound as defined in one of claims 31 to 41.

44. Polymer according to claim 42, characterized in that it is a copolymer comprising only monomeric compounds as defined in one of claims 31 to 41.

45. Polymer according to claim 44, characterized in that the monomeric compounds are each present in an amount of 0.5 to 99.5% by weight, in particular 5 to 95% by weight, or even 10 to 90% by weight, even better each at 30 to 70% by weight, relative to the total weight of the polymer.

46. Polymer according to claim 42, characterized in that it is a copolymer comprising at least one monomeric compound as defined in one of claims 31 to 41, and at least one additional comonomer.

47. Polymer according to claim 42, characterized in that it is a random, alternating, grafted, block or gradient copolymer.

48. Polymer according to one of claims 46 to 47, characterized in that the monomeric compound is present in an amount of 0.01 to 70% by weight relative to the weight of said polymer, in particular in an amount of 0.1% to 50% by weight, in particular from 0.5 to 30% by weight, or even from 1 to 20% by weight, even better from 2 to 10% by weight, the additional comonomers, alone or in mixture, representing the complement to 100% by weight.

49. Polymer according to one of claims 46 to 48, characterized in that it comprises at least one additional comonomer with optical effect chosen from the compounds of formula (A) and / or of formula (B) below:

(A) (B) in which

- Ra1 represents a linear, branched and / or cyclic, saturated and / or unsaturated carbon radical comprising 1 to 32 carbon atoms; optionally substituted by one or more groups chosen from ≈O, OH, NH2, and halogen atoms; and / or possibly interrupted by one or more heteroatoms chosen from O, N, P, Si and S;

- Xa is chosen from the groups -O-, -S-, -SO-, -SO ₂ -, -NH- or -NR4- with R4 representing a linear, branched and / or cyclic, saturated and / or unsaturated carbon radical , comprising 1 to 30 carbon atoms, optionally substituted by one or more groups chosen from = 0, OH, NH ₂ , and the halogen atoms; and / or possibly interrupted by one or more heteroatoms chosen from O, N, P, Si and S;

- Pa is a polymerizable group chosen from one of the following formulas

("la) (lllb) (||| c) in which:

- m is 0 or 1; n is 0 or 1; p is 0, 1 or 2.

50. Polymer according to one of claims 46 to 49, characterized in that it comprises at least one additional hydrophilic comonomer, or a mixture of such comonomers, which may be present in an amount of 1 to 99.99% by weight, in particular 2-70% by weight, even better 5-50% by weight, or even 10-30% by weight, relative to the total weight of the copolymer.

51. Polymer according to one of claims 46 to 49, characterized in that it comprises at least one additional hydrophobic comonomer, or a mixture of such comonomers which may be present in an amount of 1 to 99.99% by weight, no - 30-98% by weight, even better 50-95% by weight, or even 70-90% by weight, relative to the total weight of the copolymer.

52. Polymer according to one of claims 46 to 49, characterized in that it comprises at least one additional comonomer chosen from, alone or as a mixture, the following monomers:

(ii) the (meth) acrylates of formula: CH,

H ₂ C = C COOR ' ₃

CH ₂ = CHCOOR's or in which R ' ₃ represents:

- a linear or branched alkyl group, from 1 to 18 carbon atoms, in which there are optionally intercalated one or more heteroatoms chosen from O, N, S and P; said alkyl group possibly also being optionally substituted by one or more substituents chosen from hydroxyl groups, halogen atoms (Cl, Br, I and F), and Si groups (R4R5), where R4 and R5 are identical or different, represent an alkyl group -C ₆ or phenyl; in particular R'3 can be a methyl, ethyl, propyl, n-butyl, isobutyl, tert-butyl, hexyl, ethylhexyl, octyl, lauryl, isooctyl, isodecyl, dodecyl, cyclohexyl, t-butylcyclohexyl or stearyl group; ethyl-2-perfluorohexyl; or hydroxyalkyl group having _{1 to} ₄ such as 2-hydroxyethyl, 2-hydroxybutyl and 2-hydroxypropyl; or an alkoxy (C ₁ _4.) alkyl (C1.4), such as methoxyethyl, ethoxyethyl and methoxypropyl, - cycloalkyl, C -C _12, such as an isobornyl group,

a C ₃ to C ₂₀ aryl group such as the phenyl group,

- an aralkyl group C ₄ C3 ₀ (alkyl Ci-Ce) such as 2-phenyl-ethyl, t-butylbenzyl or benzyl,

a heterocycloalkyl group (alkyl of 1 to 4 C), such as furfurylmethyl or tetrahydrofurfurylmethyl, said cycloalkyl, aryl, aralkyl, heterocyclic or heterocycloalkyl groups which may be optionally substituted by one or more substituents chosen from hydroxyl groups, atoms of halogen, and the alkyl groups in

C1-4, linear or branched in which is (are) possibly intercalated (s) one or more heteroatoms chosen from O, N, S and P, said alkyl groups possibly also being optionally substituted by one or more substituents chosen from hydroxyl groups, halogen atoms (Cl, Br, I and F) , and the groups Si (R ₄ R ₅ ), where R4 and R5, which are identical or different, represent a C to Ce alkyl group, or a phenyl group,

- R _'3 may also be a group - (C ₂ H ₄ θ) mR ", with m = 5 to 150 and R" = H or alkyl of Ci to C _30, for example -POE-methyl or -POE-behenyl ;

- (iii) (meth) acrylamides of formula:

R8 R6 /

H = C CO-N ² \ R7 in which Rs denotes H or methyl; and R and R identical or different represent:

- a hydrogen atom; or - a linear or branched alkyl group, from 1 to 18 carbon atoms, in which there are optionally intercalated one or more heteroatoms chosen from O, N, S and P; said alkyl group possibly also being optionally substituted by one or more substituents chosen from hydroxyl groups, halogen atoms (Cl, Br, I and F), and Si groups (R4R5), where R4 and R ₅ identical or different, represent an alkyl group -C ₆ or phenyl; in particular R6 and or R7 may be a methyl, ethyl, propyl, n-butyl, isobutyl, tert-butyl, hexyl, ethylhexyl, octyl, lauryl, isooctyl, isodecyl, dodecyl, cyclohexyl, t-butylcyclohexyl or stearyl group; ethyl-2-perfluorohexyl; or a C- hydroxyalkyl group such as 2-hydroxyethyl, 2-hydroxybutyl and 2-hydroxypropyl; or an alkoxy group (C _{_1-4)} alkyl (C _{_1-4)} such as methoxyethyl, ethoxyethyl and methoxypropyl,

a C ₃ to C ₁₂ cycloalkyl group, such as the isobornyl group,

a C ₃ to C ₂ o aryl group such as the phenyl group,

a C ₄ to C ₃₀ aralkyl group (C 1 to C ₈ alkyl group) such as 2-phenylethyl, t-butylbenzyl or benzyl,

a heterocycloalkyl group (alkyl of 1 to 4 C), such as furfurylmethyl or tetrahydrofurfurylmethyl, said cycloalkyl, aryl, aralkyl, heterocyclic or heterocycloalkyl groups which may be optionally substituted by one or more substituents chosen from hydroxyl groups, atoms of 'halogen, and C1-C4 alkyl groups, linear or branched in which is (are) optionally intercalated ^) one or more heteroatoms chosen from O, N, S and P, said alkyl groups being able, in addition, be optionally substituted with one or more tuants chosen from hydroxyl groups, halogen atoms (Cl, Br, I and F) and groups Si (R4R5), where R 4 and R ₅ are identical or different represent an alkyl group Ci-Ce, or a group phenyl.

- (iv) vinyl compounds of formulas:

CH ₂ = CH-R ₉ , CH ₂ = CH-CH ₂ -Rg or CH ₂ = C (CH ₃ ) -CH ₂ -R ₉ in which Rg is a hydroxyl, halogen (Cl or F), NH _{2 group} , OR ₁₄ where R ₁₄ represents a phenyl group or a C1 to C1 ₂ alkyl group (the monomer is a vinyl or allyl ether); acetamide (NHCOCH ₃ ); an OCOR ₁₅ group where R ₁₅ represents an alkyl group of 2 to 12 carbons, linear or branched (the monomer is a vinyl or allyl ester); or a group chosen from:

- a linear or branched alkyl group, from 1 to 18 carbon atoms, in which there are optionally intercalated one or more heteroatoms chosen from O, N, S and P; said alkyl group possibly also being optionally substituted by one or more substituents chosen from hydroxyl groups, halogen atoms (Cl, Br, I and F), and Si groups (ψRδ), where R ₄ and R5 identical or different represent a C1-C6 alkyl group or a phenyl group;

a C ₃ to C ₁₂ cycloalkyl group such as isobornyl, cyclohexane,

a C ₃ to C ₂₀ aryl group such as phenyl, a C to C ₃₀ aralkyl group (C 1 to C ₈ alkyl group) such as 2-phenylethyl; benzyl,

a heterocycloalkyl group (alkyl of 1 to 4 C), such as furfurylmethyl or tetrahydrofurfurylmethyl, said cycloalkyl, aryl, aralkyl, heterocyclic or heterocycloalkyl groups which may be optionally substituted by one or more substituents chosen from hydroxyl groups, atoms of 'halogen, and alkyl groups of 1 to 4 C linear or branched in which there is (are) optionally intercalated (s) one or more heteroatoms chosen from O, N, S and P, said alkyl groups being able, in addition, to be optionally substituted by one or more substituents chosen from hydroxyl groups, halogen atoms (Cl, Br, I and F) and Si (Rs) groups where R4 and R5, which are identical or different, represent a C1-C6 alkyl group, or a phenyl group.

- (vi) silicone (meth) acrylic, (meth) acrylamides or vinyl monomers, such as methacryloxypropyltris (trimethylsiloxy) silane or acryloxypropylpoly-dimethylsiloxane. - (vii) the ethylenically unsaturated monomers comprising at least one carboxylic, phosphoric or sulfonic acid function, or anhydride, such as for example acrylic acid, methacrylic acid, crotonic acid, maleic anhydride, itaconic acid, fumaric acid, maleic acid, acrylamide-dopropanesulfonic acid, vinyl benzoic acid, vinyl phosphoric acid and the salts thereof,

53. Polymer according to one of claims 46 to 52, characterized in that the additional comonomer (s) are present in an amount of 30% to 99.99% by weight relative to the weight of the final polymer, in particular in an amount of 50% to 99.9% by weight, in particular from 70% to 99.5% by weight, or even from 80 to 99% by weight, even better from 90 to 98% by weight.

54. Polymer according to one of claims 46 to 53, characterized in that the additional comonomers are chosen from, alone or as a mixture, the

(C1-C18 alkyl or C3-C12 cycloalkyl (meth) acrylates, and in particular from methyl acrylate, methyl methacrylate, isobornyl acrylate, isobornyl methacrylate, acrylate d isobutyl, isobutyl methacrylate, ethyl-2-hexyl acrylate, ethyl-2-hexyl methacrylate, dodecyl acrylate, dodecyl methacrylate, stearyl acrylate, methacrylate stearyl, trifluoroethyl acrylate, trifluoroethyl methacrylate; or alternatively acrylic acid, methacrylic acid, methacryloxypropyltris (trimethylsiloxy) silane, Pacryloxypropyltris (trimethylsiloxy) silane, acryloxypropylpolydimethylsiloxane and methacryloxypropylpolydimethylsiloxane.

55. Polymer according to one of claims 46 to 54, characterized in that it has a weight-average molecular mass (Mw) of between 5000 and 600,000 g / mol, in particular between 10,000 and 300,000 g / mol, and even better between 20,000 and 150,000 g / mol.

56. Use of at least one monomeric compound as defined in one of claims 31 to 41, or of at least one polymer as defined in one of claims 42 to 55, in a composition, to give said composition of optical effects, in particular of fluorescence.